Literature DB >> 19708706

Efficient and regioselective one-pot synthesis of 3-substituted and 3,5-disubstituted isoxazoles.

Shibing Tang1, Jinmei He, Yongquan Sun, Liuer He, Xuegong She.   

Abstract

A series of 3-substituted and 3,5-disubstituted isoxazoles have been efficiently synthesized in moderate to excellent yields by the reaction of N-hydroxyl-4-toluenesulfonamide with alpha,beta-unsaturated aldehydes/ketones. This novel strategy is associated with readily available starting materials, mild conditions, high regioselectivity, and wide scope.

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Year:  2009        PMID: 19708706     DOI: 10.1021/ol901626n

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Isoxazolodihydropyridinones: 1,3-dipolar cycloaddition of nitrile oxides onto 2,4-dioxopiperidines.

Authors:  Keith C Coffman; Timothy P Hartley; Jerry L Dallas; Mark J Kurth
Journal:  ACS Comb Sci       Date:  2012-03-16       Impact factor: 3.784

2.  Development of methodologies for the regioselective synthesis of four series of regioisomer isoxazoles from β-enamino diketones.

Authors:  Raí G M Silva; Michael J V da Silva; Andrey P Jacomini; Sidnei Moura; Davi F Back; Ernani A Basso; Fernanda A Rosa
Journal:  RSC Adv       Date:  2018-01-25       Impact factor: 4.036

3.  Synthesis and Characterization of Novel Heterocyclic Chalcones from 1-Phenyl-1H-pyrazol-3-ol.

Authors:  Arminas Urbonavičius; Graziana Fortunato; Emilija Ambrazaitytė; Elena Plytninkienė; Aurimas Bieliauskas; Vaida Milišiūnaitė; Renzo Luisi; Eglė Arbačiauskienė; Sonata Krikštolaitytė; Algirdas Šačkus
Journal:  Molecules       Date:  2022-06-10       Impact factor: 4.927

4.  1-(3-p-Tolyl-isoxazol-5-yl)cyclo-hexa-nol.

Authors:  Ouafaa Khalil; Khalid Bougrin; Rachid Benhida; Mohamed Soufiaoui; Lahcen El Ammari
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-11-04

5.  Atom-economic generation of gold carbenes: gold-catalyzed formal [3+2] cycloaddition between ynamides and isoxazoles.

Authors:  Ai-Hua Zhou; Qiao He; Chao Shu; Yong-Fei Yu; Shuang Liu; Tian Zhao; Wei Zhang; Xin Lu; Long-Wu Ye
Journal:  Chem Sci       Date:  2014-11-12       Impact factor: 9.825

6.  Synthesis of C4-alkynylisoxazoles via a Pd-catalyzed Sonogashira cross-coupling reaction.

Authors:  Wen Yang; Yongqi Yao; Xin Yang; Yingying Deng; Qifu Lin; Dingqiao Yang
Journal:  RSC Adv       Date:  2019-03-18       Impact factor: 4.036

7.  Development of new scaffolds as reversible tissue transglutaminase inhibitors, with improved potency or resistance to glutathione addition.

Authors:  Kim Y P Apperley; Isabelle Roy; Vincent Saucier; Nicholas Brunet-Filion; Sara-Pier Piscopo; Christophe Pardin; Élise De Francesco; Catherine Hao; Jeffrey W Keillor
Journal:  Medchemcomm       Date:  2016-12-05       Impact factor: 3.597

  7 in total

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